Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyrrolidine | HCID 31268 | — |
| Reactant | HCID 10392549 | HCID 10392549 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 10369797 | HCID 10369797 | — |
Reaction Steps
To a sealed tube fitted with a magnetic stirrer bar was added 2-methylsulfonyl-4-(3,4-difluorophenoxy)-5-(4-chlorophenyl)-6-(2,4-dichlorophenyl)pyrimidine (from Example 20) (30 mg, 0.06 mmol), 10 eq. of pyrrolidine and THF, flushed with nitrogen. The reaction was heated at 60° C. overnight in the sealed tube. The solvent was removed under reduced pressure. Flash column chromatography on silica gel (eluted with 90/10 hexanes/ethyl acetate) afforded the title compound: HPLC/MS: m/e=532 (M++1); Rt=4.9 min. 1H-NMR 500 MHz (CDCl3): 1.91-2.00 (m, 4H), 3.23-3.40 (s, 2H1), 3.45-3.62 (s, 2H), 6.89-6.94 (m, 1H), 7.08-7.21 (m, 8H), 7.35 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07405221B2 |
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| Source dataset | uspto-grants-2008_07 |
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| ORD ID | ord-426e7264e3df4b4fbf21abfb49edee19 |
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| Source note | uspto-grants-2008_07 |
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